About Tailscale Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We are building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.Job Description Tailscale is seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor to customers. This role blends deep networking and security expertise with strong sales acumen to win competitive deals, scale enablement, and influence product direction.Key ResponsibilitiesPartner with AEs to identify, qualify, and close new Commercial customer opportunities.Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making.Guide complex multi-stakeholder deals, aligning technical and business objectives.Provide structured feedback to shape product roadmap and GTM strategy.Build scalable enablement resources, demo environments, and solution blueprints for the SE team.What We Are Looking For4/5+ years in a customer-facing SE/SA role within networking or security softwareProven experience co-owning pipeline and influencing quota outcomes with SalesStrong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skillsDeep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC)Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and auditFamiliarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controlsExperience with infrastructure as code tools such as Terraform, Pulumi, Ansible, or CloudFormationHands-on architecture experience with AWS, GCP, and/or AzureExcellent communication skills, capable of translating technical features into business valueExperience thriving in high-growth or startup environmentsWhat We OfferAn inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family.Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, and the United Kingdom. We support intentional in-person connection through team travel and distributed collaboration.Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world.A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own.Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks.Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit